| Isoindole | |
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| IUPAC name |
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| Identifiers | |
| CAS number | [] |
| PubChem | |
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| Properties | |
| Molecular formula | C8H7N |
| Molar mass | 117.15 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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Isoindole in heterocyclic chemistry is a benzo fused pyrrole.[1] The compound is an isomer of indole and its reduced form is an isoindoline.
In solution its tautomer without full aromaticity over the whole ring system is predominant:[citation needed]
and therefore the compound resembles a pyrrole more than a simple imine. Isoindoles are building blocks for phthalocyanines which are relevant as dyes
Isoindole-1,3-diones
The commercially important phthalimide is an isoindole-1,3-dione with two carbonyl groups attached to the heterocyclic ring. Thalidomide is an infamous drug based on this framework.
See also
References
- ^ Heterocyclic chemistry T.L. Gilchrist ISBN 0852014220
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